1,2-Ethanedithiol → HCID 86615015, 화합물

HRID 732554노트

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HRID 732554 반응식
[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:16]=[C:15]([C:17]([C:19]2[O:20][CH:21]=[CH:22][CH:23]=2)=O)[CH:14]=[C:6]([C:7]([N:9]([CH3:13])[CH2:10][CH2:11][CH3:12])=[O:8])[CH:5]=1.[CH2:25]([SH:28])[CH2:26][SH:27].B(F)(F)F.CCCCOCCCC>ClCCl>[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:16]=[C:15]([C:17]2([C:19]3[O:20][CH:21]=[CH:22][CH:23]=3)[S:28][CH2:25][CH2:26][S:27]2)[CH:14]=[C:6]([C:7]([N:9]([CH3:13])[CH2:10][CH2:11][CH3:12])=[O:8])[CH:5]=1

참가 물질

5

반응물 3

HCID 109021,2-EthanedithiolHCID 68970Boron, trifluoro(1,1'-oxybis(butane))-, (T-4)-HCID 68816228HCID 68816228, 화합물

생성물 1

HCID 86615015HCID 86615015, 화합물수율 38%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

Dissolve 5-(furan-2-carbonyl)-N-methyl-N-propyl-isophthalamic acid methyl ester (290 mg, 0.88 mmol) in dichloromethane (2 mL). Cool to 0° C., add a solution of ethane-1,2-dithiol (0.22 mL, 2.2 mmol) and then add a solution of boron trifluoride dibutyl etherate (0.66 mL, 5.2 mmol) in dichloromethane (5 mL). Warm the mixture to room temperature and stir overnight. Quench with water and dilute with dichloromethane. Wash the organic layer by saturated aqueous sodium chloride, dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 0:100 to 30:70 ethyl acetate:hexanes) to give the title compound (38%).

후처리

  1. temperatureWarm the mixture to room temperature
  2. customQuench with water
  3. additiondilute with dichloromethane
  4. washWash the organic layer by saturated aqueous sodium chloride
  5. dry with materialdry (magnesium sulfate)
  6. concentrationconcentrate
  7. custompurify
  8. wash(silica gel chromatography, eluting with 0:100 to 30:70 ethyl acetate:hexanes)

출처 및 근거

ORD 기록
ord-8cc3457b1cb342b0a80fcd8b68f3ddaa
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585885B2

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